
Vacation rentals with a pool in Monte San Martino
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monte San Martino
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Villa degli Olivi
Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

AC|Private Garden|Experiences|Pool|Assisi 20 km
Your private garden retreat in Umbria. Step inside to find a double bedroom, a living with sofa bed,and a full-equipped kitchen with ac. But the true jewel is your very own exclusive garden: the only thing on the agenda is quiet,fresh air and relax. Surrounded by blossoming woodland and ancient olive groves,you'll have the freedom to explore scenic nature trails or immerse yourself in our pool. Try unique experiences we offer right here on the estate:Truffle hunting, bee's world and more.

La Casetta - Entire house 5 minutes from the center.
Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Explore Le Marche from a Sunny, Comfortable Base
Located in the heart of Le Marche, which ranked 2nd, in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit". This spacious apartment and gardens, provide the perfect base to relax, or explore. Within 40 mins drive of mountains, lakes and the sea, with many, ancient hilltop towns to explore. 5 mins' drive to Mogliano, where you can buy everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking and riding trails all within easy reach.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Historic Residence Santa Cassella 7
PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

I light up with immense
Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

3 Bedroom home, Private Pool, HotTub&Home Theater
Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

Agriturismo Elisei – apartment, pool, sauna, spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

CASA GALLO ROSSO relaxation & privacy
Enchanting Panoramic View Perfect for your vacation, this country house guarantees absolute freedom and privacy. Immersed in a breathtaking landscape, it is just 25 minutes from the sea and 40 minutes from the mountains. With a swimming pool for exclusive use and no shared space, it is ideal for a relaxing and unforgettable vacation. Enjoy spectacular sunsets and the unique atmosphere of the Abruzzo countryside!

villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.
Popular amenities for Monte San Martino rentals with a pool
House rentals with a pool

Farmhouse with garden and pool for exclusive use of wifi

Hidden Gem in the Heart of Umbria

Tower - Fonte Sala Agritourism

Apartment 1 Panoramic Terrace 2-3 Pax

Corner of paradise - Alpaca village nature and relaxation

Villa Surrounded by Serenity – Maria

Getaway to Umbria, Villa Claudia

Mini apartment with pool Villa Cerqueto
Condo rentals with a pool

Lavender - Relax in the vineyards of Abruzzo

Verde Conero Numana, Swimming pools, sea 400m

Casa Leccino (house with a view)

"Casa dei Sogni d'Oro" with big shared Pool

Spacious 6-person apartment with pool Le Marche

Luxury Apartment with Pool - the Olive Tree

Casa del Melograno in Pianciano

Apartment in Costa di Trex - Assisi
Other vacation rentals with a pool

House with mountain views

Jacuzzi and Private Pool in the Marche Hills

Bellavista Suite Spa

Villa Margherita

Farmhouse and Pool amid olive grooves| Assisi 20km

Elegant villa with swimming pool surrounded by greenery

La Ponderosa Couple

Junior Suite Sole | Pool + Hill View
Quick stats about vacation rentals with a pool in Monte San Martino

Total vacation rentals
Explore 30 vacation rentals in Monte San Martino

Nightly prices starting at
Monte San Martino vacation rentals start at G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Monte San Martino vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Monte San Martino rentals

4.8 Average rating
Monte San Martino stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Riviera del Conero
- Terminillo
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Gran Sasso d'Italia
- Sibillini Mountains National Park
- Monte Terminilletto
- Shrine of the Holy House
- Monte Terminillo
- Spiaggia Urbani
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Rocca Roveresca
- Torre Di Cerrano
- Spoleto Cathedral
- Spiaggia di San Michele
- Fonti Del Clitunno
- Rocca Maggiore
- Spiaggia della Torre
- Cattedrale di San Rufino
- Basilica Santa Rita da Cascia





